1-[(2S)-4-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]ethanone

Details

• Internal ID: 673ebe05-e666-4275-9088-5cf7b628c534
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Acetophenones
• IUPAC Name: 1-[(2S)-4-hydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]ethanone
• SMILES (Canonical): CC(=C)C1CC2=C(O1)C=CC(=C2O)C(=O)C
• SMILES (Isomeric): CC(=C)[C@@H]1CC2=C(O1)C=CC(=C2O)C(=O)C
• InChI: InChI=1S/C13H14O3/c1-7(2)12-6-10-11(16-12)5-4-9(8(3)14)13(10)15/h4-5,12,15H,1,6H2,2-3H3/t12-/m0/s1
• InChI Key: NGFZSKZFASBMBR-LBPRGKRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₃
• Molecular Weight: 218.25 g/mol
• Exact Mass: 218.094294304 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5106	51.06%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7390	73.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9230	92.30%
OATP1B3 inhibitior	+	0.9699	96.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8473	84.73%
P-glycoprotein inhibitior	-	0.9241	92.41%
P-glycoprotein substrate	-	0.8703	87.03%
CYP3A4 substrate	-	0.5539	55.39%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.6717	67.17%
CYP2C9 inhibition	-	0.7053	70.53%
CYP2C19 inhibition	+	0.5899	58.99%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	+	0.8857	88.57%
CYP2C8 inhibition	-	0.8844	88.44%
CYP inhibitory promiscuity	+	0.6179	61.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5715	57.15%
Eye corrosion	-	0.9439	94.39%
Eye irritation	+	0.6842	68.42%
Skin irritation	-	0.5529	55.29%
Skin corrosion	-	0.9140	91.40%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6147	61.47%
Micronuclear	+	0.5218	52.18%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	+	0.6304	63.04%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6008	60.08%
Acute Oral Toxicity (c)	III	0.4632	46.32%
Estrogen receptor binding	-	0.7169	71.69%
Androgen receptor binding	-	0.6234	62.34%
Thyroid receptor binding	-	0.5226	52.26%
Glucocorticoid receptor binding	-	0.7457	74.57%
Aromatase binding	-	0.5538	55.38%
PPAR gamma	-	0.5071	50.71%
Honey bee toxicity	-	0.8439	84.39%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9831	98.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.73%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.51%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	89.22%	91.49%
CHEMBL2581	P07339	Cathepsin D	86.57%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.86%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.97%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.21%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.29%	94.80%

Plants that contains it

• Lasiolaena morii

Cross-Links

• PubChem: 92446066
• LOTUS: LTS0109695
• wikiData: Q105178889